
Hammond Castle Museum
06/23 – 06/29
$609/nighttotal: $3654 (6 )
Mill Pond Cottage: Timeless Gloucester Elegance
3 4apartment , Gloucester
Mill Pond Cottage is located in Gloucester, Massachusetts, close to the downtown area and just minutes from the scenic coastline. The cottage is situated in a quiet neighborhood, offering a peaceful retreat after exploring the vibrant city.
The charming cottage has three bedrooms and two bathrooms, comfortably accommodating up to six guests. This vacation rental features modern amenities like air conditioning, a fully equipped kitchen, and a private garden, perfect for enjoying the beautiful Gloucester weather.
The charming cottage has three bedrooms and two bathrooms, comfortably accommodating up to six guests. This vacation rental features modern amenities like air conditioning, a fully equipped kitchen, and a private garden, perfect for enjoying the beautiful Gloucester weather.

Hammond Castle Museum
06/23 – 06/29
$451/nighttotal: $2706 (6 )
Perfect Downtown Location, Close To Everything
2 4apartment , Manchester-by-the-Sea
This apartment is located in downtown Manchester-by-the-Sea, just steps from shops, restaurants, the harbor, and the beach. It's also within walking distance of the train station, making it easy to explore nearby Salem. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers two bedrooms, comfortably accommodating up to four guests. It includes a spacious kitchen with a fridge, microwave, and dishwasher, plus a dedicated office space with high-speed internet and central air conditioning. Enjoy the beautiful fall foliage from the private garden, or grill up a meal using the gas BBQ.
The apartment offers two bedrooms, comfortably accommodating up to four guests. It includes a spacious kitchen with a fridge, microwave, and dishwasher, plus a dedicated office space with high-speed internet and central air conditioning. Enjoy the beautiful fall foliage from the private garden, or grill up a meal using the gas BBQ.

Hammond Castle Museum
06/23 – 06/29
$705/nighttotal: $4230 (6 )
Painter's Perch: Water Views On Rocky Neck
2 4apartment , Gloucester
This 2-bedroom, 1-bathroom apartment rental on Rocky Neck in Gloucester provides elevated views of Smith Cove and is a short walk from the Rocky Neck arts district's galleries, shops, and restaurants.
This pet-friendly accommodation accommodates up to 5 guests and features a full kitchen with a dishwasher, a fireplace, multiple outdoor spaces including a patio and balcony, and is conveniently located within 1 mile of local beaches and Gloucester Harbor.
This pet-friendly accommodation accommodates up to 5 guests and features a full kitchen with a dishwasher, a fireplace, multiple outdoor spaces including a patio and balcony, and is conveniently located within 1 mile of local beaches and Gloucester Harbor.

Hammond Castle Museum
06/23 – 06/29
$1101/nighttotal: $6606 (6 )
Cheerful 3-bedroom Home Just Steps From The Beach!
3 4apartment , Gloucester
This Gloucester, MA rental is conveniently located near a beach (precise location unspecified).
The three-bedroom, one-bathroom house sleeps six, features a fully equipped kitchen with appliances including a Keurig, coffee pot, and Ninja Bullet, a gas grill, in-unit laundry, and a family room with cable TV and Wi-Fi, plus a private patio.
The three-bedroom, one-bathroom house sleeps six, features a fully equipped kitchen with appliances including a Keurig, coffee pot, and Ninja Bullet, a gas grill, in-unit laundry, and a family room with cable TV and Wi-Fi, plus a private patio.

Hammond Castle Museum
06/23 – 06/29
$410/nighttotal: $2460 (6 )
Single Level Home - Steps To Downtown Gloucester & A/c Throughout
2 4apartment , Gloucester
This main floor unit provides a private entrance and yard in a prime downtown Gloucester location, just blocks from the beach and within easy reach of maritime attractions like Schooner Adventure and Maritime Gloucester.
This 1150 square foot apartment accommodates up to 4 guests and features 2 bedrooms, 1 bathroom, air conditioning, a full kitchen, and a terrace, with opportunities for kayaking and scuba diving nearby.
This 1150 square foot apartment accommodates up to 4 guests and features 2 bedrooms, 1 bathroom, air conditioning, a full kitchen, and a terrace, with opportunities for kayaking and scuba diving nearby.

Hammond Castle Museum
08/31 – 09/12
$369/nighttotal: $4428 (12 )
Elevated Fish & Ships On Canal: Walk To Beach,park
2 1apartment , Gloucester
This 2-bedroom, 1-bathroom rental unit in Gloucester offers a prime waterfront location on the Blynman Canal, within walking distance of downtown shops and restaurants, as well as Maritime Gloucester and the Fishermen's Memorial Monument. This pet-friendly accommodation includes internet, air conditioning, and parking, with a fully equipped kitchen and a living room designed for relaxation, accommodating up to 3 guests.

Hammond Castle Museum
08/31 – 09/12
$323/nighttotal: $3876 (12 )
Walk To Gloucester Harbor & Dtwn: Coastal Studio
1 1studio , Gloucester
This coastal apartment in Gloucester is an 8-minute walk to Pavilion Beach and offers convenient access to downtown attractions.
This 450 sq ft studio accommodates up to 3 guests and features a full kitchen with a dishwasher and microwave, air conditioning, a balcony, and free WiFi.
This 450 sq ft studio accommodates up to 3 guests and features a full kitchen with a dishwasher and microwave, air conditioning, a balcony, and free WiFi.

Hammond Castle Museum
06/23 – 06/29
$819/nighttotal: $4914 (6 )
Wingaerchic: Woodsy Retreat In W. Gloucester
3 4apartment , Gloucester
This 3-bedroom home is located on a hilltop near Wingaersheek Beach in Gloucester, a short distance from the town center and the Gloucester Fisherman's Statue. This rental receives very good user ratings, an excellent location rating, and a very good cleanliness rating.
The home features an open plan living, dining, and kitchen area, ideal for gatherings, and can accommodate up to 6 guests. Enjoy the ocean views from the decks, relax in the game room, and take advantage of the deeded beach access, proximity to Wingaersheek Beach, and access to nearby tennis courts.
The home features an open plan living, dining, and kitchen area, ideal for gatherings, and can accommodate up to 6 guests. Enjoy the ocean views from the decks, relax in the game room, and take advantage of the deeded beach access, proximity to Wingaersheek Beach, and access to nearby tennis courts.

Hammond Castle Museum
06/23 – 06/29
$812/nighttotal: $4872 (6 )
1 Beach, 2 Beach, Long Beach, Good Harbor Beach
3 4apartment , Gloucester
This newly renovated apartment in Gloucester is located a 0.2-mile walk from Long Beach and 0.7 miles from Good Harbor Beach.
This 3-bedroom, 1-bathroom rental accommodates up to 6 guests and features air conditioning, a deck, a backyard, and parking for 4 cars, with internet and kitchen amenities including a fridge, microwave, and dishwasher.
This 3-bedroom, 1-bathroom rental accommodates up to 6 guests and features air conditioning, a deck, a backyard, and parking for 4 cars, with internet and kitchen amenities including a fridge, microwave, and dishwasher.

Hammond Castle Museum
06/23 – 06/29
$629/nighttotal: $3774 (6 )
Seahaven Cottage At Stage Fort Park
1 4apartment , Gloucester
SeaHaven Cottage is located in a quiet neighborhood on the edge of Stage Fort Park, just a short walk from Gloucester's beaches, shops, and restaurants. This charming cottage boasts excellent user, location, and cleanliness ratings, making it a perfect choice for your Gloucester getaway.
The cozy cottage features two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy modern amenities like a fully equipped kitchen, air conditioning, and a private garden with a hammock and grill, perfect for relaxing and enjoying the beautiful Gloucester weather.
The cozy cottage features two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy modern amenities like a fully equipped kitchen, air conditioning, and a private garden with a hammock and grill, perfect for relaxing and enjoying the beautiful Gloucester weather.

Hammond Castle Museum
06/23 – 06/29
$1941/nighttotal: $11646 (6 )
Niles Beach House: Beach And Boston Skyline Views!
4 4apartment , Gloucester
This Gloucester, MA vacation home sits directly across from Niles Beach, providing immediate beach access and breathtaking views of Gloucester Harbor and the Boston skyline.
The four-bedroom, two-bathroom house comfortably sleeps eight guests and boasts a modern interior with stainless steel appliances, a coffee bar, air conditioning throughout, a large deck, and an upstairs sitting area with a smart TV.
The four-bedroom, two-bathroom house comfortably sleeps eight guests and boasts a modern interior with stainless steel appliances, a coffee bar, air conditioning throughout, a large deck, and an upstairs sitting area with a smart TV.

Hammond Castle Museum
08/31 – 09/12
$634/nighttotal: $7608 (12 )
Pvt Waterfront Deck|firepit|workspace|free Parking
3 1apartment , Gloucester
This Gloucester waterfront rental is located on the Annisquam River, minutes from downtown Gloucester's shops and restaurants, and close to beaches and whale watching tours.
The three-bedroom apartment sleeps six, features a fully equipped kitchen, private deck with gas firepit, dedicated workspace with high-speed Wi-Fi, and an electric fireplace.
The three-bedroom apartment sleeps six, features a fully equipped kitchen, private deck with gas firepit, dedicated workspace with high-speed Wi-Fi, and an electric fireplace.









